(4-nitrophenyl)methyl (4R,5S,6S)-3-{[(3S,5S)-5-[bis(2H3)methylcarbamoyl]-1-{[(4-nitrophenyl)methoxy]carbonyl}pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

• ChemBase ID: 175220
• Molecular Formular: C32H35N5O11S
• Molecular Mass: 697.7122
• Monoisotopic Mass: 697.20537797
• SMILES: [C@@H]1(C(=O)N2[C@@H]1[C@H](C(=C2C(=O)OCc1ccc(cc1)[N+](=O)[O-])S[C@@H]1CN([C@@H](C1)C(=O)N(C)C)C(=O)OCc1ccc(cc1)[N+](=O)[O-])C)[C@@H](C)O
• Canonical SMILES: O=C([C@@H]1C[C@@H](CN1C(=O)OCc1ccc(cc1)[N+](=O)[O-])SC1=C(C(=O)OCc2ccc(cc2)[N+](=O)[O-])N2[C@H]([C@H]1C)[C@H](C2=O)[C@H](O)C)N(C)C
• InChI: InChI=1S/C32H35N5O11S/c1-17-26-25(18(2)38)30(40)35(26)27(31(41)47-15-19-5-9-21(10-6-19)36(43)44)28(17)49-23-13-24(29(39)33(3)4)34(14-23)32(42)48-16-20-7-11-22(12-8-20)37(45)46/h5-12,17-18,23-26,38H,13-16H2,1-4H3/t17-,18-,23+,24+,25-,26-/m1/s1
• InChIKey: PJGGEFUAFDAJJT-ALUDVLAQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-nitrophenyl)methyl (4R,5S,6S)-3-{[(3S,5S)-5-[bis(^2H₃)methylcarbamoyl]-1-{[(4-nitrophenyl)methoxy]carbonyl}pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• IUPAC Traditional name: (4-nitrophenyl)methyl (4R,5S,6S)-3-{[(3S,5S)-5-[bis(^2H₃)methylcarbamoyl]-1-{[(4-nitrophenyl)methoxy]carbonyl}pyrrolidin-3-yl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
• Synonyms: (4R,5S,6S)-3-[[(3S,5S)-5-[(Dimethylamino)carbonyl]-1-[[(4-nitrophenyl)methoxy]carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid-d6 (4-Nitrophenyl)methyl Ester; p-Nitrobenzyl (4R,5S,6S)-3-[[(3S,5S)-1-(p-Nitrobenzyloxycarbonyl)-5-(dimethylaminocarbonyl)pyrrolidin-3-yl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate-d6; N-4-Nitrobenzyloxycarbonyl Meropenem-d6 4-Nitrobenzyl Ester

Database IDs

• PubChem SID: 164231130
• PubChem CID: 71751054

CALCULATED PROPERTIES

• Acid pKa: 14.998105
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): 2.0559444
• LogD (pH = 7.4): 2.0559444
• Log P: 2.0559444
• Molar Refractivity: 177.7194 cm^3
• Polarizability: 67.06701 Å^3
• Polar Surface Area: 208.33 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate,
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - N494652

Protected Meropenem-d6

REFERENCES

• Sunagawa, M., et al.: Chem. Pharm. Bull., 42, 1381 (1994)